WHEELER SIMON 4

4 · TRUPANION, INC. · Filed Feb 24, 2026

Insider Transaction Report

Form 4

Period: 2026-02-20

TRUPANION, INC.TRUP

WHEELER SIMON

EVP, Trupanion International

Transactions

Exercise/Conversion
Common Stock
[F1]
2026-02-22+938→ 22,267 total
Tax Payment
Common Stock
[F2]
2026-02-22$27.16/sh−440$11,950→ 21,827 total
Exercise/Conversion
Common Stock
[F1]
2026-02-22+1,526→ 23,353 total
Tax Payment
Common Stock
[F2]
2026-02-22$27.16/sh−717$19,474→ 22,636 total
Exercise/Conversion
Common Stock
[F1]
2026-02-22+527→ 23,163 total
Tax Payment
Common Stock
[F2]
2026-02-22$27.16/sh−247$6,709→ 22,916 total
Award
Restricted Stock Unit (RSU)
[F1][F3]
2026-02-20+3,079→ 3,079 total
Exp: 2028-02-22→ Common Stock (3,079 underlying)
Exercise/Conversion
Restricted Stock Unit (RSU)
[F1][F4]
2026-02-22−938→ 1,176 total
Exp: 2026-02-22→ Common Stock (938 underlying)
Exercise/Conversion
Restricted Stock Unit (RSU)
[F1][F5]
2026-02-22−1,526→ 6,324 total
Exp: 2028-02-25→ Common Stock (1,526 underlying)
Exercise/Conversion
Restricted Stock Unit (RSU)
[F1][F6]
2026-02-22−527→ 2,110 total
Exp: 2027-02-22→ Common Stock (527 underlying)

Footnotes (6)

[F1]Restricted stock units convert into common stock on a one-for-one basis.
[F2]This Form 4 discloses the shares of common stock that have been withheld by the issuer to satisfy its income tax withholding and remittance obligations in connection with the vesting of the restricted stock units, and does not represent a sale by the reporting person.
[F3]On February 20, 2026, the reporting person was granted 3,079 restricted stock units (RSUs). The RSUs vest and convert into common stock of the Issuer as to 1/8th of the total shares on May 22, 2026, after which 1/8th of the total shares vest quarterly, subject to continued service through each vest date.
[F4]On February 27, 2024, the reporting person was granted 12,203 restricted stock units (RSUs). The RSUs vest and convert into common stock of the Issuer as to 1/8th of the total shares on May 22, 2024, after which 1/8th of the total shares vest quarterly, subject to continued service through each vest date.
[F5]On February 27, 2024, the reporting person was granted 15,000 restricted stock units (RSUs). The RSUs vest and convert into common stock of the Issuer as to 1/4th of the total shares on February 25, 2025, after which 1/16th of the total shares vest quarterly, subject to continued service through each vest date.
[F6]On February 27, 2025, the reporting person was granted 4,219 restricted stock units (RSUs). The RSUs vest and convert into common stock of the Issuer as to 1/8th of the total shares on May 22, 2025, after which 1/8th of the total shares vest quarterly, subject to continued service through each vest date.

Signature

/s/ Lauren Welsh as attorney-in-fact for Simon Wheeler|2026-02-24

Documents

1 file

4
wk-form4_1771985502.xmlPrimary
FORM 4